The Chicago Bulls have been caught in a frustrating cycle of mediocrity, consistently landing outside the top tier of the Eastern Conference. With the offseason underway, the Bulls are reportedly looking to shake things up, and a significant decision looms over their promising backcourt: Coby White and Josh Giddey. Recent reports suggest that the Bulls “are unlikely to retain both” guards, forcing a difficult choice between two emerging talents. This pivotal moment could redefine Chicago’s roster construction and set the tone for their long-awaited rebuild or re-tool.
The Rise of Two Guards, The Financial Headaches, and The Strategic Dilemma
Coby White, at 25 years old, has had a breakout season, averaging a career-high 20.4 points per game and solidifying himself as a legitimate starting point guard. He finished second in Most Improved Player voting and consistently showcased an expanded offensive game, particularly after the Zach LaVine trade. White’s current contract, signed in 2023, is a team-friendly three-year, $36 million deal, which he has significantly outplayed. He will be eligible for an extension this offseason, but the maximum amount the Bulls can offer might be well below his perceived market value, making him a likely unrestricted free agent in 2026. This puts the Bulls in a precarious position: extend him now at a discount, or risk losing him for nothing if he bets on himself.
Josh Giddey, acquired in a trade, has also had a bounce-back season, averaging 14.6 points, 7.2 rebounds, and 8.2 assists per game, including a career-high seven triple-doubles. The 22-year-old Australian playmaker is entering restricted free agency this summer, and reports suggest he is seeking a substantial long-term deal, potentially in the range of five years and $150 million (roughly $30 million annually). This high asking price for Giddey, coupled with White’s rising market value, creates a significant financial conundrum for a Bulls franchise notorious for trying to keep costs low.
The core issue, as highlighted by rival team personnel figures, is the financial feasibility and defensive fit of having both White and Giddey as long-term fixtures. While both have shown offensive flashes, their collective defensive limitations could be a cause for concern, particularly in a league that prioritizes two-way versatility. Can the Bulls afford to commit over $60 million annually to a backcourt that hasn’t yet proven it can lead a contending team?
This decision point forces the Bulls to consider several strategic avenues:
Financial Prudence vs. Talent Retention: If Giddey demands a max-level deal, the Bulls might be reluctant to match, especially if it hampers their ability to re-sign White at an even higher price in 2026. Their history suggests a cautious approach to large contracts, as seen with the Patrick Williams situation.
Trade Value Maximization: If the Bulls believe they cannot retain both long-term, they should seriously consider trading one of them to maximize their return. White’s looming unrestricted free agency in 2026 makes him an immediate trade asset to avoid losing him for nothing. Giddey, as a restricted free agent, offers more control but also the risk of a hefty contract.
Roster Construction and Fit: The Bulls have been stuck in the middle of the Eastern Conference for years. This decision presents an opportunity to pivot towards a clearer direction. Do they prioritize a defensive-minded backcourt, or do they believe the offensive upside of White and Giddey can be mitigated by other roster additions?
A Defining Offseason for Chicago’s Future
The Chicago Bulls find themselves at a critical juncture regarding their backcourt. The decision to potentially part ways with either Coby White or Josh Giddey is not just about individual contracts; it’s about defining the future identity and financial flexibility of the franchise. While both players have demonstrated significant growth and potential, the looming financial commitments and questionable defensive fit make retaining both a challenging proposition. This offseason will be a true test of the Bulls’ front office’s strategic vision. Their ability to navigate these complex negotiations and make the right choice between two talented guards will ultimately determine if they can finally break free from mediocrity and build a roster capable of genuine contention.